Felinine stability in the presence of selected urine compounds

Amino Acids. 2007 Feb;32(2):235-42. doi: 10.1007/s00726-006-0369-z. Epub 2006 Jul 31.

Abstract

The stability of felinine, an amino acid present in feline urine, was investigated. Synthetic felinine was unstable in the urine of a selection of mammals. Felinine was found to stable in feline urine in which urea had been degraded. Synthetic felinine was found to react specifically with urea and did not react with urea analogues such as biuret or thiourea or other nucleophilic compounds such as ammonia which is more nucleophilic or acetamide and water which are less nucleophilic than urea. The reaction of urea and felinine was independent of pH over the range of 3-10. Urea did not react with N-acetyl-felinine suggesting a felinine N-terminal interaction with urea. Mass spectral analysis of the reaction products showed the presence of carbamylated felinine and fragmentation ions derived from carbamyl-felinine. The physiological relevance of felinine carbamylation is yet to be determined.

MeSH terms

  • Animals
  • Biuret / chemistry
  • Cats
  • Cricetinae
  • Cysteine / analogs & derivatives*
  • Cysteine / analysis
  • Cysteine / chemistry
  • Cysteine / metabolism
  • Dogs
  • Female
  • Humans
  • Hydrogen-Ion Concentration
  • Male
  • Rats
  • Species Specificity
  • Thiourea / chemistry
  • Urea / chemistry*
  • Urine / chemistry*

Substances

  • Biuret
  • felinine
  • Urea
  • Thiourea
  • Cysteine